Bioinspired dual self-folding of single polymer chains via reversible hydrogen bonding

Altintas, O., Lejeune, E., Gerstel, P., & Barner-Kowollik, C. (2012) Bioinspired dual self-folding of single polymer chains via reversible hydrogen bonding. Polymer Chemistry, 3(3).

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Abstract

With the long term aim of preparing synthetic macromolecules that mimic the folding actions of natural biomacromolecules, a single synthetic polymer chain containing two distinct and orthogonal hydrogen bonding recognition motifs has been synthesized using an atom transfer radical polymerization (ATRP) and orthogonal ligation strategy. The hydrogen bonding recognition units, based on both three-point thymine (Thy)-diaminopyridine (DAP) and six-point cyanuric acid (CA)-Hamilton wedge (HW) interactions, induced - at low concentrations - a single chain self-folding process. The self-assembly process was monitored - initially between small molecule models - by proton nuclear magnetic resonance ( 1H NMR) spectroscopy, revealing full orthogonality of the two recognition pairs, HW-CA and Thy-DAP. Dynamic as well as static light scattering (DLS and SLS) analyses of the macromolecular self-assembly systems provide unambiguous evidence for the hydrogen-bonding interactions between both the Thy-DAP and CA-HW units leading to well-defined dual point single chain self-folding, indicating that more complex single chain self-assemblies based on synthetic polymers should be able to mimic - on a simplified level - the folding actions of natural biomacromolecules. The reversibility of the self-folding action depends on temperature as confirmed via 1H-NMR spectroscopy in [D 2]tetrachloroethane. © 2012 The Royal Society of Chemistry.

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ID Code: 99292
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :55
Export Date: 5 September 2016
Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76128, Karlsruhe, Germany; email: christopher.barner-kowollik@kit.edu
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Keywords: Bio-inspired, Biomacromolecules, Cyanuric acids, Diaminopyridine, Hamiltons, Hydrogen bonding interactions, Low concentrations, Orthogonality, Proton nuclear magnetic resonance, Recognition units, Self assembly process, Single chains, Single polymer chains, Small molecules, Static Light Scattering, Synthetic macromolecules, Synthetic polymers, Tetrachloroethane, Assembly, Atom transfer radical polymerization, Hydrogen bonds, Macromolecules, Natural polymers, Nuclear magnetic resonance spectroscopy, Self assembly, Polymers
DOI: 10.1039/c1py00392e
ISSN: 17599954
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 04 Oct 2016 02:49

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